3,3-Diphenylpyrrolidine → 3-(4-fluorophenyl)-1-{2-oxo-2-[7-(trifluoromethyl)-3,4-dihydroisoquinolin-2(1H)-yl]ethyl}pyrrolidin-2-one

HRID 1667279Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1667279
[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]2[CH2:12][CH2:11][N:10]([CH2:13][C:14]([OH:16])=O)[C:9]2=[O:17])=[CH:4][CH:3]=1.FC1C=CC(C2(C3C=CC(F)=CC=3)CCCN(CC(O)=O)C2=O)=CC=1.[F:43][C:44]([F:56])([F:55])[C:45]1[CH:54]=[C:53]2[C:48]([CH2:49][CH2:50][NH:51][CH2:52]2)=[CH:47][CH:46]=1.C1(C2(C3C=CC=CC=3)CCNC2)C=CC=CC=1>>[F:1][C:2]1[CH:3]=[CH:4][C:5]([CH:8]2[CH2:12][CH2:11][N:10]([CH2:13][C:14](=[O:16])[N:51]3[CH2:50][CH2:49][C:48]4[C:53](=[CH:54][C:45]([C:44]([F:43])([F:56])[F:55])=[CH:46][CH:47]=4)[CH2:52]3)[C:9]2=[O:17])=[CH:6][CH:7]=1

Komponenten

5

Edukt 4

HCID 4182423,3-DiphenylpyrrolidineHCID 103755517-(Trifluoromethyl)-1,2,3,4-tetrahydroisoquinolineHCID 673576422-(3-(4-Fluorophenyl)-2-oxopyrrolidin-1-yl)acetic acidHCID 673591112-(3,3-Bis(4-fluorophenyl)-2-oxopiperidin-1-yl)acetic acid

Produkt 1

HCID 452744093-(4-fluorophenyl)-1-{2-oxo-2-[7-(trifluoromethyl)-3,4-dihydroisoquinolin-2(1H)-yl]ethyl}pyrrolidin-2-one

Versuchsvorschrift

The title compound was prepared using the procedure described in Example 172 substituting 2-(3-(4-fluorophenyl)-2-oxopyrrolidin-1-yl)acetic acid from Example 216A for 2-(3,3-bis(4-fluorophenyl)-2-oxopiperidin-1-yl)acetic acid and 7-(trifluoromethyl)-1,2,3,4-tetrahydroisoquinoline for 3,3-diphenylpyrrolidine. 1H NMR (300 MHz, CDCl3) δ ppm 7.53-7.33 (m, 2H), 7.31-7.18 (m, 3H), 7.02 (td, J=3.4, 8.7, 2H), 4.74 (d, J=23.8, 2H), 4.31 (t, J=18.2, 1H), 4.20-4.02 (m, 1H), 3.86 (t, J=6.0, 1H), 3.78-3.69 (m, 2H), 3.66-3.53 (m, 2H), 3.04-2.87 (m, 2H), 2.66-2.49 (m, 1H), 2.27-2.09 (m, 1H); MS (DCI) m/z 421.1 (M+H)+.

Quellen und Nachweise

ORD-Eintrag
ord-b77e52f5b81b40b49807534129e4c973
Quelldatensatz
uspto-grants-2011_10
Patentnummer
US08044069B2

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